173851-66-6

Basic information

• Product Name: 2'-Hydroxy-4'-Methylvalerophenone
• Synonyms: 1-Pentanone, 1-(2-hydroxy-4-methylphenyl)-;Amylmetacresol - Impurity EQ: What is Amylmetacresol - Impurity E Q: What is the CAS Number of Amylmetacresol - Impurity E
• CAS NO: 173851-66-6
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25424
• EINECS: -0
• Mol File: 173851-66-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2'-Hydroxy-4'-Methylvalerophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-Hydroxy-4'-Methylvalerophenone(173851-66-6)
• EPA Substance Registry System: 2'-Hydroxy-4'-Methylvalerophenone(173851-66-6)

Safety Data

• Hazardous Substances Data: 173851-66-6(Hazardous Substances Data)

Upstream product

• 7446-70-0 aluminium trichloride 
• 173851-73-5 m-cresyl valerate 
• 98-95-3 nitrobenzene 
• 638-29-9 n-valeryl chloride 
• 108-39-4 3-methyl-phenol 
• 2082-59-9 pentanoic anhydride 

Downstream Products

• 1300-94-3 5-methyl-2-pentylphenol 

Relevant articles and documents

EFFICIENT AND COST-EFFECTIVE PROCESS FOR THE MANUFACTURE OF AMYL M-CRESOL

There is described a process for the preparation of amyl-m-cresol (AMC) which comprises the steps of; (i) reaction of m-cresol with valeric acid, or a derivative thereof, (to form m- cresol valerate (3-toluoyl valerate)); (ii) rearrangement, optionally in situ, of 3-toluoyl valerate in the presence of an oxoacid, provided that the oxoacid is not a carboxylic acid or nitric acid; and (iii) reduction of valeryl m-cresol (VMC), e.g. using a palladium on charcoal catalyst and hydrogen.

Comparisons of O-acylation and Friedel-Crafts acylation of phenols and acyl chlorides and Fries rearrangement of phenyl esters in trifluoromethanesulfonic acid: Effective synthesis of optically active homotyrosines

Reactions involving phenol derivatives and acyl chlorides have to be controlled for competitive O-acylations and C-acylations (Friedel-Crafts acylations and Fries rearrangements) in acidic condition. The extent for these reactions in trifluoromethanesulfonic acid (TfOH), which is used as catalyst and solvent, is examined. Although diluted TfOH was needed for effective O-acylation, concentrated TfOH was required for effective C-acylations in mild condition. These results have been applied to the novel synthesis of homotyrosine derivatives. Both Fries rearrangement of N-TFA-Asp(OBn)-OMe and Friedel-Crafts acylation of phenol with N-TFA-Asp(Cl)-OMe in TfOH afforded the homotyrosine skeleton, followed by reduction and deprotection afforded homotyrosines maintaining stereochemistry of Asp as an optically pure form.

Chromone fungicides

Compounds of the formula where one of Z and Y is CO and the other is C-W-R2 and the dotted line indicates a double bond is present where necessary to meet valency requirements, W is O, S(O)n, N(R3), N(R3)(R4), N(R3)O or ON(R3); R1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, phenyl or heterocyclyl group; R2, R3 and R4, which may be the same or different, are as defined above for R1, or are acyl, or R2 and R3 or R2 and R4 or R3 and R4 together with the nitrogen or oxygen to which they are attached form an optionally substituted ring which may contain other hetero atoms; each X, which may be the same as or different from any other X, is halogen, CN, NO2, SF5, B(OH)2, triakylsilyl or a group E, OE or S(O)nE where E is a group as defined hereinbefore for R2 or is optionally substituted amino; or two adjacent groups X together with the atoms to which they are attached form an optionally substituted carbocyclic or heterocyclic ring; n is 0, 1 or 2; and p is 0 to 4 have fungicidal activity. Many of the compounds are novel.

Synthesis of E-3-hydroxymethyl-1-methoxy-4-(1'-pentenyl)benzene

The title compound with exclusively the E-geometry has been synthesized by two independent routes. When this compound was reacted with cerium(IV) ammonium nitrate, it was found that oxidative cyclisation to the corresponding 4-hydroxybenzopyrans did not o